Synthesis of a Common Cyclopentanoid Building Block for the Total Synthesis of Jatropha-5,12- and -6(17),11-dienes by Uncatalyzed Intramolecular Carbonyl Ene (ICE) Reaction was written by Butt, Lena;Hiersemann, Martin. And the article was included in Synthesis in 2014.SDS of cas: 89028-40-0 This article mentions the following:
The authors report a scalable synthesis of a common cyclopentanoid building block for 15-hydroxyjatropha-5,12-diene and 15-hydroxyjatropha-6(17),11-diene in eleven steps. A key to the synthesis is an uncatalyzed intramol. carbonyl-ene (ICE) reaction of an ε,ζ-unsaturated α-keto ester. The synthesis of the target compound was achieved using (4R)-4-(1-methylethyl)-3-(1-oxopropyl)-2-oxazolidinone as a chiral auxiliary. The title compound thus formed was a cyclopentanoid intermediate for 3a-(acetyloxy)-1-(benzoyloxy)-2,3,3a,7,8,10,11,13a-octahydro-7,11-dihydroxy-2,5,8,8,12-pentamethyl-1H-cyclopentacyclododecene-4,9-dione [euphoheliosnoid D]. In the experiment, the researchers used many compounds, for example, (R)-4-Isopropyl-3-propionyloxazolidin-2-one (cas: 89028-40-0SDS of cas: 89028-40-0).
(R)-4-Isopropyl-3-propionyloxazolidin-2-one (cas: 89028-40-0) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol.SDS of cas: 89028-40-0
Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem